$66 Find Cheap Flights from Chicago Midway Airport to Arizona

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Arizona departing on 2/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Arizona

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Arizona, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Arizona, as well as popular online travel agencies
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Cheap Flights from Midway to Arizona

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Tucson
Tucson1 stop$314
Las Vegas
Las Vegas1 stop$143
Tucson
Tucson1 stop$314
Las Vegas
Las Vegas1 stop$143

Book Cheap Midway to Arizona Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Arizona that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Arizona

Thu, Feb 19 - Mon, Feb 23
Frontier Logo
3:26 pm - 6:33 pm
MDW
-
PHX
4h 07mnonstop
Frontier Logo
2:07 pm - 6:25 pm
PHX
-
MDW
3h 18mnonstop
$125Frontier
Thu, Feb 5 - Fri, Feb 27
Frontier Logo
6:20 am - 3:22 pm
MDW
-
PHX
10h 02m1 stop
Frontier Logo
7:00 am - 11:20 am
PHX
-
MDW
3h 20mnonstop
$126Frontier
Thu, Jan 8 - Sun, Jan 11
Frontier Logo
12:50 pm - 3:55 pm
MDW
-
PHX
4h 05mnonstop
Frontier Logo
7:25 am - 11:45 am
PHX
-
MDW
3h 20mnonstop
$127Frontier
Sun, Jan 11 - Fri, Jan 16
Frontier Logo
6:10 am - 3:13 pm
MDW
-
PHX
10h 03m1 stop
Frontier Logo
7:30 am - 11:47 am
PHX
-
MDW
3h 17mnonstop
$128Frontier
Sun, Jan 11 - Sat, Jan 17
Southwest Logo
12:50 pm - 2:55 pm
MDW
-
LAS
4h 05mnonstop
Southwest Logo
6:20 am - 11:50 am
LAS
-
MDW
3h 30mnonstop
$145Southwest
Sun, Jan 11 - Wed, Jan 14
Multiple Airlines Logo
9:15 am - 6:47 pm
MDW
-
LAS
11h 32m1 stop
Multiple Airlines Logo
10:59 am - 11:47 am
LAS
-
MDW
22h 48m1 stop
$151Multiple Airlines
Thu, Jan 1 - Wed, Jan 7
Southwest Logo
4:40 pm - 6:40 pm
MDW
-
LAS
4h 00mnonstop
Southwest Logo
11:10 am - 4:35 pm
LAS
-
MDW
3h 25mnonstop
$155Southwest
Mon, Feb 9 - Thu, Feb 12
Multiple Airlines Logo
9:45 am - 6:47 pm
MDW
-
LAS
11h 02m1 stop
Multiple Airlines Logo
12:17 pm - 9:12 pm
LAS
-
MDW
6h 55m1 stop
$160Multiple Airlines
Sat, Jan 31 - Wed, Feb 4
Delta Logo
10:46 am - 4:42 pm
MDW
-
TUS
6h 56m1 stop
Delta Logo
1:42 pm - 10:22 pm
TUS
-
MDW
7h 40m1 stop
$355Delta
Tue, Jan 6 - Tue, Jan 13
Delta Logo
6:45 am - 12:32 pm
MDW
-
TUS
6h 47m1 stop
Delta Logo
7:00 am - 5:34 pm
TUS
-
MDW
9h 34m2 stops
$360Delta
Booking Insights

KAYAK's insights & trends for Midway to Arizona flights

Get data-powered insights and trends into flights from Midway to Arizona to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago Midway Airport to Arizona flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Arizona from Chicago Midway Airport found in the last 72 hours was to Phoenix, at $105 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Phoenix Sky Harbor Intl Airport (PHX), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $105.

Can I save money by flying with a layover from Chicago Midway Airport to Arizona?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $407, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Chicago Midway Airport to Arizona?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Arizona, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to Arizona is January, when tickets cost $212 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of round-trip tickets is $378 and $362 respectively.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Arizona?

The average price of all round-trip flights from Chicago Midway Airport to Arizona clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Chicago Midway Airport to Arizona, look for departures on Thursdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Arizona, Thursday is the cheapest day to fly and Monday is the most expensive.

How far in advance should I book a flight from Chicago Midway Airport to Arizona?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago Midway Airport to Arizona, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago Midway Airport to Arizona, you should book around 3 weeks before departure, which saves you about 38% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.

Good to know

Low seasonNovember
Cheapest flight$66
Best time to beat the crowds but there is an average 14% increase in price.
Most popular time to fly with an average 5% increase in price.
Flight from Chicago Midway Airport to Las Vegas

FAQs - booking Arizona flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Arizona?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Arizona.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Arizona?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago Midway Airport to Arizona is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Arizona?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago Midway Airport to Arizona with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Arizona?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago Midway Airport to Arizona up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Arizona?

    The cheapest time of day to fly to Arizona is generally in the afternoon, when round-trip flights cost $289 on average. Morning departures are around 17% cheaper than evening flights, on average. The most expensive time of day to fly to Arizona is generally in the evening, which is peak travel time and where the average cost of a ticket is $348.

Top tips for finding cheap flights to Arizona

  • Looking for a cheap flight? 25% of our users found tickets from Chicago Midway Airport to the following destinations at these prices or less: Las Vegas $139 one-way - $287 round-trip; Phoenix $163 one-way - $195 round-trip

Reviews of the top airlines flying from Midway to Arizona

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Arizona. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Arizona? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
SouthwestOverall score based on 4252 reviews
8.0Comfort
7.0Food
8.1Boarding
7.5Entertainment
8.6Crew
Airline reviews

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

8.0 ExcellentRussell, Dec 2025
SAN - OAK
Read more Southwest reviews

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

Everything a cheap airline should be at normal airline rates.

Not clean and was told I would get a great seat and it was not great at all

Flight got delayed for 5 hours no good explanation was offered ;(

Horrible. I would never fly Frontier again. The booking process is tricky at best, but fraudulent in my opinion. Frontier customer service did nothing to rectify my purchase -- I ended up paying more than double what I could have gotten from other airlines and nearly triple what I thought I was buying from Frontier. Their booking practices are unfair to the consumer.

Delayed. Text notifications were slow. Not much information o what was happening. Boarding was slow and confusing. Wasn’t even offered water other flight. Had to ask. No entertainment at all. Felt like.a Greyhound bus.

When I wanted to check in 3 hours prior to boarding time, the employees mentioned “a little over an hour delay” so I waited for an hour then I went to go look for food in the terminal and most people from that flight were in the same area looking for food. Finally I decided after food to check to see if it’s anytime closer and now it’s 2 mins until boarding closes?! What are you kidding me? I didn’t receive anything via sms about boarding now nor via email or on the intercom. I luckily made it through, barely, and then there’s no room for my carry on mind you I’m in the very first row so I had to place my purse in one further row back and my carry on sections down. Not sure who pays for better seats to get your stuff placed all over the plane but that was the worst experience I’ve ever had flying with anyone.

Better than expected. Staff were friendly and nice on both flights.

There was no one at the counter to assist with our check in. The app didn’t work, so I arrived at the airport with time to check in and I couldn’t because no employees were there. When I finally got someone on the phone, it was inside the 60min rule and they said I could no longer check in and they could sell me another ticket. We had to scramble and pay an additional $800 for tickets and THEN AFTER (about 60 min from my original convo with customer service and 10min after original departure time) I had boarded my new flight, there was email saying my original flight from Frontier was delayed and leaving 2hr 50min later, but I STILL wouldn’t have been able to check in. Which means customer service should have been able to see it and let me check in because I was well within my check in time. When I call Frontier, they hang up on me. So their app didn’t work and they employees left and they take zero responsibility or assistance with their “customer service”

Terrible. Flight cancelled with no reasoning and no flights to rebook. Employees were useless and did nothing to help. Did not even know where to retrieve luggage from the cancelled flight. Flyers beware.

No fault of Frontier staff: plane was very late, reached Orlando at 1 am, took a while to get luggage. Weather, gov financial shutdown impact on TSA, air controllers seemed to have multiple flights backed up. Frontier staff seemed to cope as gracefully as possible. It did reassure me that I and my new hip could adapt to travel challenges. Food/entertainment were irrelevant to my trip.

Terrible. The canceled my entire flight when I requested a refund for a trip frontier canceled trip one way.

Everything you need to know for your flight from Midway to Arizona

Information on your arrival and departure airports